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SML0716

Sigma-Aldrich

SB225002

≥98% (HPLC)

Synonym(s):

N-(2-Hydroxy-4-nitrophenyl)-N′-(2-bromophenyl)urea, SB-225002

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About This Item

Empirical Formula (Hill Notation):
C13H10BrN3O4
CAS Number:
182498-32-4
Molecular Weight:
352.14
UNSPSC Code:
51111800
NACRES:
NA.77

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 20 mg/mL, clear

storage temp.

room temp

InChI

1S/C13H10BrN3O4/c14-9-3-1-2-4-10(9)15-13(19)16-11-6-5-8(17(20)21)7-12(11)18/h1-7,18H,(H2,15,16,19)

InChI key

MQBZVUNNWUIPMK-UHFFFAOYSA-N

Biochem/physiol Actions

Blocking action of SB-225002 on CXCR2 (interleukin 8 receptor β), prevents the IL-8 induced matrix metalloproteinase-9 release from neutrophils. Matrix metalloproteinase-9 are proteolytic enzymes associated with inflammation.
SB-225002 is a potent nonpeptide inhibitor of chemokine receptor CXCR2 with an IC50 of 22 nM for inhibiting interleukin IL-8 binding to CXCR2 and > 150-fold selectivity over CXCR1 receptors. CXCR2 binds many different immune cell chemoattractants. SB-225002 is crucial for cancer progression and is involved in inflammatory diseases like COPD, rheumatoid arthritis, and ulcerative colitis.

Features and Benefits

This compound is featured on the Chemokine Receptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

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Regulation of matrix metalloproteinase-9 release from IL-8-stimulated human neutrophils.
Chakrabarti S and Patel K D
Journal of Leukocyte Biology, 78(1), 279-288 (2005)
Dong Cui et al.
Cancer biology & therapy, 20(5), 608-616 (2018-11-09)
C-X-C motif chemokine ligand 5 (CXCL5) is initially identified to recruit neutrophils by interacting with its receptor, C-X-C motif chemokine receptor 2 (CXCR2). Our prior work demonstrated that the expression levels of CXCL5 and CXCR2 were higher in the papillary

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